1.0 2011-09-21 00:19:46 UTC 2015-07-21 06:57:22 UTC FDB022797 Cystathionine ketimine D-cystathionine ketimine and L-cystathionine ketimine enhance superoxide generation by human neutrophils in a different manner. D-Cystathionine Ketimine enhanced seryl phosphorylation of 16. 5-kDa protein in human neutrophils, while L-Cystathionine Ketimine enhanced tyrosyl phosphorylation of 45-kDa protein.(PMID: 10049498). Among the cystathionine metabolites, cystathionine ketimine and N-acetyl-S-(3-oxo-3-carboxy-n-propyl) cysteine (NAc-OCPC) significantly enhanced the N-formylmethionylleucylphenylalanine (fMLP)-induced superoxide generation, but cystathionine, NAc-cystathionine, and cyclothionine did not enhance the superoxide generation. Cystathionine ketimine and NAc-OCPC also enhanced superoxide generation induced by opsonized zymosan (OZ) but not that induced by arachidonic acid (AA) and phorbol 12-myristate 13-acetate (PMA). Superoxide generation induced by cystathionine ketimine and NAc-OCPC was inhibited by genistein, an inhibitor of tyrosine kinase, and was enhanced by 1-(5-isoquinoline sulfonyl)-2-methylpiperazine (H-7), an inhibitor of protein kinase C.(PMID: 10708546) [HMDB] (5R)-2,5,6,7-tetrahydro-1,4-Thiazepine-3,5-dicarboxylic acid C7H9NO4S 203.216 203.025228471 (5R)-2,5,6,7-tetrahydro-1,4-thiazepine-3,5-dicarboxylic acid cystathionine ketimine 87254-95-3 OC(=O)[C@H]1CCSCC(=N1)C(O)=O InChI=1S/C7H9NO4S/c9-6(10)4-1-2-13-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)/t4-/m1/s1 XJUQJVUYGRTQGI-SCSAIBSYSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Alpha amino acids and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Carboxylic acids Dialkylthioethers Dicarboxylic acids and derivatives Hydrocarbon derivatives Ketimines Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic heteromonocyclic compound Alpha-amino acid or derivatives Azacycle Carbonyl group Carboxylic acid Dialkylthioether Dicarboxylic acid or derivatives Hydrocarbon derivative Imine Ketimine Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Thioether Solid logp -0.09 ALOGPS logs -1.63 ALOGPS solubility 4.81e+00 g/l ALOGPS logp 0.39 ChemAxon pka_strongest_acidic 3.24 ChemAxon pka_strongest_basic -2.3 ChemAxon iupac (5R)-2,5,6,7-tetrahydro-1,4-thiazepine-3,5-dicarboxylic acid ChemAxon average_mass 203.216 ChemAxon mono_mass 203.025228471 ChemAxon smiles OC(=O)[C@H]1CCSCC(=N1)C(O)=O ChemAxon formula C7H9NO4S ChemAxon inchi InChI=1S/C7H9NO4S/c9-6(10)4-1-2-13-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)/t4-/m1/s1 ChemAxon inchikey XJUQJVUYGRTQGI-SCSAIBSYSA-N ChemAxon polar_surface_area 86.96 ChemAxon refractivity 46.2 ChemAxon polarizability 18.44 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1526 Specdb::MsIr 1527 Specdb::MsIr 1528 Specdb::NmrOneD 10022 Specdb::NmrOneD 10023 Specdb::NmrOneD 10024 Specdb::NmrOneD 10025 Specdb::NmrOneD 10026 Specdb::NmrOneD 10027 Specdb::NmrOneD 10028 Specdb::NmrOneD 10029 Specdb::NmrOneD 10030 Specdb::NmrOneD 10031 Specdb::NmrOneD 10032 Specdb::NmrOneD 10033 Specdb::NmrOneD 10034 Specdb::NmrOneD 10035 Specdb::NmrOneD 10036 Specdb::NmrOneD 10037 Specdb::NmrOneD 10038 Specdb::NmrOneD 10039 Specdb::NmrOneD 10040 Specdb::NmrOneD 10041 Specdb::MsMs 51429 Specdb::MsMs 51430 Specdb::MsMs 51431 Specdb::MsMs 165873 Specdb::MsMs 165874 Specdb::MsMs 165875 Specdb::MsMs 2705420 Specdb::MsMs 2705421 Specdb::MsMs 2705422 Specdb::MsMs 3003142 Specdb::MsMs 3003143 Specdb::MsMs 3003144 Specdb::CMs 22722 Specdb::CMs 38223 Specdb::CMs 174204 HMDB02015 #<Reference:0x000055ce316fe550> #<Reference:0x000055ce316fe2f8> #<Reference:0x000055ce316fe118> #<Reference:0x000055ce316fdee8> #<Reference:0x000055ce316fdc90> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823